Molecular Self-Assembling of Butan-1-ol, Butan-2-ol, and 2-Methylpropan-2-ol in Carbon Tetrachloride Solutions as Observed by Near-Infrared Spectroscopic Measurements

Iwahashi, Makio; Suzuki, Masayuki; Katayama, Norihisa; Matsuzawa, Hideyo; Czarnecki, Mirosław A.; Ozaki, Yukihiro; Wakisaka, Akihiro

doi:10.1366/0003702001949203

Cited by 38 publications

(37 citation statements)

References 15 publications

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“…A number of QM studies on NIR spectra of basic molecules have been reported over the last few years (Beć et al, 2016a, 2018a; Grabska et al, 2017a,b). Vibrational studies of these systems are relatively important for our understanding of the general spectra-structure correlations (Czarnecki et al, 2000; Wojtków and Czarnecki, 2006; Michniewicz et al, 2007, 2008; Haufa and Czarnecki, 2010) and the role of conformational isomerism (Czarnecki et al, 2006; Wojtków and Czarnecki, 2006), structure and dynamics of hydrogen-bonding, self-association mechanisms and intermolecular interactions (Czarnecki and Ozaki, 1999; Czarnecki et al, 2000, 2010; Czarnecki, 2003; Czarnecki and Wojtków, 2004; Michniewicz et al, 2007; Haufa and Czarnecki, 2010), in particular the interactions with solvent molecules (e.g., water, nonpolar solvents) (Gonjo et al, 2011; Tomza and Czarnecki, 2015), or chiral discrimination (Czarnecki, 2003); the temperature influence on the above effects was often also examined (Czarnecki and Ozaki, 1999; Iwahashi et al, 2000; Šašić et al, 2002; Wojtków and Czarnecki, 2005, 2006, 2007; Grabska et al, 2017a). In the above contexts, alcohol molecules have remained among those investigated most frequently in physicochemical NIRS; often, the lack of QM spectra simulations hindered full comprehension therein.…”

Section: Theoretical Near-infrared Spectroscopy–an Overview Of the Emmentioning

confidence: 99%

Breakthrough Potential in Near-Infrared Spectroscopy: Spectra Simulation. A Review of Recent Developments

2019

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Near-infrared (12,500–4,000 cm −1 ; 800–2,500 nm) spectroscopy is the hallmark for one of the most rapidly advancing analytical techniques over the last few decades. Although it is mainly recognized as an analytical tool, near-infrared spectroscopy has also contributed significantly to physical chemistry, e.g., by delivering invaluable data on the anharmonic nature of molecular vibrations or peculiarities of intermolecular interactions. In all these contexts, a major barrier in the form of an intrinsic complexity of near-infrared spectra has been encountered. A large number of overlapping vibrational contributions influenced by anharmonic effects create complex patterns of spectral dependencies, in many cases hindering our comprehension of near-infrared spectra. Quantum mechanical calculations commonly serve as a major support to infrared and Raman studies; conversely, near-infrared spectroscopy has long been hindered in this regard due to practical limitations. Advances in anharmonic theories in hyphenation with ever-growing computer technology have enabled feasible theoretical near-infrared spectroscopy in recent times. Accordingly, a growing number of quantum mechanical investigations aimed at near-infrared region has been witnessed. The present review article summarizes these most recent accomplishments in the emerging field. Applications of generalized approaches, such as vibrational self-consistent field and vibrational second order perturbation theories as well as their derivatives, and dense grid-based studies of vibrational potential, are overviewed. Basic and applied studies are discussed, with special attention paid to the ones which aim at improving analytical spectroscopy. A remarkable potential arises from the growing applicability of anharmonic computations to solving the problems which arise in both basic and analytical near-infrared spectroscopy. This review highlights an increased value of quantum mechanical calculations to near-infrared spectroscopy in relation to other kinds of vibrational spectroscopy.

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Section: Theoretical Near-infrared Spectroscopy–an Overview Of the Emmentioning

confidence: 99%

Breakthrough Potential in Near-Infrared Spectroscopy: Spectra Simulation. A Review of Recent Developments

2019

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“…7 Therefore, many reports on NIR spectroscopy can be found in the research field of hydrogen bonding, especially for simple alcohol molecules. 8–16 We also used NIR spectroscopy to examine the molecular interaction between methanol and nonpolar and polar solvents.…”

Section: Introductionmentioning

confidence: 99%

“…1,5,10,11 These nonpolar matrices are used for assigning the IR and NIR bands due to the O–H stretching modes in several types of hydrogen-bonding states 2–11 and for estimating the proportions of the hydrogen-bonded species in different nonpolar solvents. 11–13…”

Section: Introductionmentioning

confidence: 99%

Near-Infrared (NIR) Study of Hydrogen Bonding of Methanol Molecules in Polar and Nonpolar Solvents: An Approach from Concentration-Dependent Molar Absorptivity

et al. 2014

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Differences in the hydrogen-bonding states of methanol in polar and nonpolar solvents were studied by using the first overtone of O-H stretching vibrations observed in the near-infrared (NIR) band ranging from 7500 to 6000 cm(-1). To eliminate the absorption of solvents, NIR-inactive nonpolar solvents carbon tetrachloride (CCl4) and tetrachloroethylene (C2Cl4) were chosen, along with deuterium-substituted polar solvents acetone-d6, acetonitrile-d3, 1,4-dioxane-d8, and tetrahydrofuran (THF)-d8. The changes in the hydrogen-bonding states of methanol during mixing with the solvents were estimated using the extended molar absorption spectrum, which was defined as the concentration difference. The extended molar absorption spectra in different concentrations were decomposed into a finite number of independent factors using a multivariate curve resolution-alternating least squares calculation. Two and three such factors were sufficient to reproduce the extended molar absorption spectra for the nonpolar and polar solvents, respectively. The detailed assignments of each factor were estimated using the calculated loadings and scores. A similarity analysis was also applied to the extended molar absorption spectra of methanol and effectively quantified the deviation from the spectrum of pure methanol. The methanol and solvent affinities were also compared.

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“…In the present work, we have examined in detail the hydrogen bonds in ME-CCl 4 , ME-DMSO, and ME-acetone systems with excess infrared spectroscopy. Carbon tetrachloride is a common nonpolar solvent, [26][27][28] and it is used here as an inert solvent to obtain information on association and dissociation of ME molecules themselves. DMSO and acetone are typical proton acceptors (the b H 2 values are 0.78 for RSOMe and 0.49 for RCOMe), 19,29 both forming hydrogen bonds with OH and SH groups.…”

Section: Introductionmentioning

confidence: 99%

Hydrogen Bonding Interactions in Three 2-Mercaptoethanol Systems: An Excess Infrared Spectroscopic Study

Wang

2009

Appl Spectrosc

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The hydrogen bonding properties of a representative molecule, 2-mercaptoethanol (ME), of which two functional groups OH and SH are believed to interact competitively or selectively with proton-accepting molecules, have been studied. Three binary systems, namely ME-CCl(4), ME-dimethyl sulfoxide (DMSO), and ME-acetone, were investigated with excess infrared absorption spectroscopy. It is found that when DMSO or acetone is added into ME, they preferentially form hydrogen bonds with OH, and the hydrogen bonds in the ME-DMSO system are stronger than those in the ME-acetone system. When CCl(4) is added into ME, the weak hydrogen bonds involving the SH group are broken preferentially with increasing CCl(4) concentration. The dissociation process of ME in the inert diluent CCl(4) over the entire concentration range has been discussed in detail. In the very low concentration range of CCl(4), the highly hydrogen bonded ME multimers mainly break into medium-sized aggregates. The amount of the trimers and dimers first increases and then, at x(CCl(4)) = 0.77, begins to decrease. These results suggest that excess infrared spectroscopy can provide detailed molecular pictures in liquid solutions containing complex hydrogen bonding interactions. It can also help to locate individual peak positions in the deconvolution of overlapped absorption bands.

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Molecular Self-Assembling of Butan-1-ol, Butan-2-ol, and 2-Methylpropan-2-ol in Carbon Tetrachloride Solutions as Observed by Near-Infrared Spectroscopic Measurements

Cited by 38 publications

References 15 publications

Breakthrough Potential in Near-Infrared Spectroscopy: Spectra Simulation. A Review of Recent Developments

Breakthrough Potential in Near-Infrared Spectroscopy: Spectra Simulation. A Review of Recent Developments

Near-Infrared (NIR) Study of Hydrogen Bonding of Methanol Molecules in Polar and Nonpolar Solvents: An Approach from Concentration-Dependent Molar Absorptivity

Hydrogen Bonding Interactions in Three 2-Mercaptoethanol Systems: An Excess Infrared Spectroscopic Study

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